Fenway – Chap 2 – Tracy’s Box by rogers1962

“Aaron, are you going to be alright?” Tracy said, now starting to cry herself.

“Better than ok. Believe me when I say I’m great. I hope this won’t change our freindship or my freindship with James. Like I said I love you both.”

Tracy rolled off his chest and stayed curled up next him just cuddling for a long time. I had to leave the bathroom since people needed to pee.

When I came out I saw Bob was back from his “quality time” with Blue. Gary had apparently settled for Blue as well since both were missing.

“I think this is costing you an arm and a leg” Josh quipped. ‘Yeah, and hopefully not a wife’, I thought to myself. Tracy stayed in the bedroom with Aaron for an uncomfortably long time. I peeked at my phone and received a text at the same moment.

Tracy: I’m leaving, meet me at your room after. Are you OK?

James: I think so. I’m still in shock.

Tracy: Did you like your surprise?

James: My cock loved it, my brain is still processing.

Tracy: I think I’m in need of some help with Aaron.

James: I’m aware.

Tracy came out of the room as two of our freinds stood up thinking they could be next. Pink had the mask back on and had put on a long shirt she had in her bag and walked straight out of the room. I waited a few minutes to space out our departures. Meanwhile, Aaron came out. He walked over to me and gave me a bear hug. “I love you, man. This has been the best party ever!”

“I love you too”, I said seriously. “I think I’m going to call it a night.” Groans of disapproval filled the room. They were calling me a pussy, but I didn’t care, I HAD to go see Tracy. “Listen, you pussies have some more fun tonight. Aaron, can you settle up with Blue and I’ll venmo it to you?”

“Yup, absolutely bro. And I won’t be down for quite a while.” He winked. The boys erupted in cheers for Aaron’s commitment to the party.

I know what he was thinking. ‘He’s going to fuck his wife.’ I hoped he was right. I got to the room and entered. She was standing at the window looking out over Boston, “There’s Fenway”, she said with her back to me. I came up behind her and put my arms around her waist.

“I thought we were going to start slow?” I said.

“Well, things just all came together. I don’t know what else to say. Do you hate me?”

“Not for one second have I ever hated you but that was quite a show. Was that other girl a real stripper?”

“Rose? Yes, she’s really nice. When I called to set up the appointment they said she was the only one left for tonight. I found out why when I spoke to her. She was obviously on drugs. I thought only one stripper would be sucky, so I thought of this idea. I told her if I go with her she could keep all the money. I went to her apartment to get made up this morning. She has the sweetest little 3 year old daughter. We talked a lot and I got her to talk about her drug problem. By the time we were ready to leave, I had convinced her to check into a rehab. Her mother agreed to take care of Sabrina while she’s away. Babe, I told her I would pay for all of it, OK?”

It was a lot to process, but I’m used to this stuff with Tracy. “Of course, this is why I love you so much, things like this, always thinking of others. What fucking loser would say no to you.” She started crying at my words of encouragement.

“Listen, I don’t know if you’re aware but you really turned me on up there.”

“Babe, your hard cock stabbed me in the ass the second you got here. Let’s get on the bed.”

We both climbed on top of the bed and embraced. “Did you enjoy your night, Babe?” I asked.

“It didn’t end up like I thought it would. And I’m sorry if this was more than you could handle. I might have overdone it.”

“Funny thing is, I half hated it while it was happening, but now that I’m with you, I loved it.” She pulled my pants open so she could stroke my hard cock. “Be carefull, I could cum any second.” I pulled off my own pants.

She pulled me in for a kiss, pushing her tongue into my mouth, and forcefully licked my tongue. There it was, the taste I thought I would be disgusted with, another man’s cum. I couldn’t stop the kiss and realized the taste was enough to make me remember all the things she just did. It just made her that much more hot to me.

“You want to fuck me, don’t you?” She had stopped stroking my cock and was just holding the base.

“Fuckin A right I do!! If you still can after fucking that giant cock.”

“That was amazing. His cock is sooo big. I hope I didn’t humiliate you. It just felt so fucking good.” She must know what I like already cause she pushed me on my back and recreated the scene I had watched with Aaron, throwing a leg over me. My heart was racing as I got a good look at her well fucked pussy. It was swollen, red, and leaking cum down her leg. She has also figured out that I don’t want her to be cleaned up.

She guided my cock into her and settled all the way down. I was glad she didn’t ask if I was in yet. My cock slipped in very easily and pushed more of Aaron’s spunk out of her. She knew damn well I was loving this. “I might be a little stretched, Babe,” she said with a devious smile as she pulled off her shirt. She pumped up and down on my rock hard penis. She bounced her perfect titties in my face as she had for Aaron. It was surreal. I played with her luscious tits while my dick swam inside her gaped cavern. I quickly came inside her adding my sperm to his load as more cum was leaking down her sexy thighs. “I have a surprise for you”, she said as my flacid penis fell out of her stretched hole.

“More surprises? What is it? I have surprise overload.”

“I’m not telling till it’s here, silly” Just then a light knock came at the door.

“You got room service? Nice!”

Tracy got up, still totally nude and walked to the door. I thought she was going to flash the room service guy as a tip. When she got to the door, she cracked it a bit then opened to let Sammy step in. I covered my junk instinctively. They hugged warmly. “I’m glad you’re here.”

“Wow, what happened to you?” she said half knowing the answer. “You look like you’re having fun tonight!”

“Oh yeah, it’s been crazy so far. I’ll show you the video someday. You want a drink? I have wine and beer.”

“No thanks, I had a few while I was waiting downstairs.” Sammy sat in the chair by the window. “Nice view.”

‘Why was she waiting downstairs?’ I thought.

“How are you, James? Are you enjoying the party so far?” Sammy smiled knowingly. She kicked off her shoes and came over to sit on the side of the bed.

“What are you doing here?” I asked still confused.

“Tracy asked me to stop by for an experiment I agreed to help her with.” She put a hand on my leg and started to caress my thigh.

“I want to see if I can handle it with someone I trust first.” Tracy sat on a towel in the chair that Sammy had vacated. Sammy now pushing her hand up to my crotch under the bedspread I was covering with.

“Babe, I told you, I don’t need anyone else. I’m happy if I can just be with you.”

Sammy was now stroking my cock to hard again. I let out an unintentional sigh.

“But what if I like watching you as much as you like watching me? I won’t know unless I experience it.” She sat there playing with her messy pussy while Sammy started getting serious about her hand job.

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